Photoredox radical/polar crossover enables carbo-heterofunctionalization of alkenes: facile access to 1,3-difunctionalized nitro compounds
2025

New Method for Making Nitro Compounds from Alkenes

publication Evidence: moderate

Author Information

Author(s): Patra Subrata, Valsamidou Vasiliki, Nandasana Bhargav N., Katayev Dmitry

Primary Institution: University of Bern

Hypothesis

Can we efficiently synthesize 1,3-difunctionalized nitro compounds using radical-polar crossover photoredox catalysis?

Conclusion

The study presents a new method for synthesizing various nitro compounds from alkenes using photoredox catalysis.

Supporting Evidence

  • The method allows rapid access to various 1,3-difunctionalized nitro compounds.
  • It utilizes geminal bromonitroalkanes effectively in the synthesis process.
  • The approach demonstrates high regioselectivity in the reactions.

Takeaway

Scientists found a new way to make special nitro compounds from simple chemicals using light, which could help create more complex molecules.

Methodology

The method involves using geminal bromonitroalkanes as redox-active reagents with O-centered nucleophiles under visible light irradiation.

Limitations

The study does not explore all possible substrates or conditions for the reaction.

Digital Object Identifier (DOI)

10.1039/d4cc06005a

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